MA33103B1 - Derivatives 6 - (substitute 6 - triazolopridzine - sulfanil 5) (A-fluoro-benzotiazole and 5-fluoro-benzimidazole: preparation and use as drugs and as inhibitors) - Google Patents

Derivatives 6 - (substitute 6 - triazolopridzine - sulfanil 5) (A-fluoro-benzotiazole and 5-fluoro-benzimidazole: preparation and use as drugs and as inhibitors)

Info

Publication number
MA33103B1
MA33103B1 MA34148A MA34148A MA33103B1 MA 33103 B1 MA33103 B1 MA 33103B1 MA 34148 A MA34148 A MA 34148A MA 34148 A MA34148 A MA 34148A MA 33103 B1 MA33103 B1 MA 33103B1
Authority
MA
Morocco
Prior art keywords
phenyl
fluoro
cycloalkyl
heterocycloalkyl
heteroaryl
Prior art date
Application number
MA34148A
Other languages
Arabic (ar)
French (fr)
Inventor
Dominique Damour
Conception Nemecek
Antonio Ugolini
Eric Bacque
Sylvie Wentzler
Original Assignee
Sanofi Sa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sanofi Sa filed Critical Sanofi Sa
Publication of MA33103B1 publication Critical patent/MA33103B1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D277/82—Nitrogen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/50—Pyridazines; Hydrogenated pyridazines
    • A61K31/5025—Pyridazines; Hydrogenated pyridazines ortho- or peri-condensed with heterocyclic ring systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/06—Antipsoriatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Diabetes (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Hematology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Rheumatology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Neurology (AREA)
  • Cardiology (AREA)
  • Obesity (AREA)
  • Biomedical Technology (AREA)
  • Emergency Medicine (AREA)
  • Pain & Pain Management (AREA)
  • Oncology (AREA)
  • Urology & Nephrology (AREA)
  • Endocrinology (AREA)
  • Neurosurgery (AREA)
  • Ophthalmology & Optometry (AREA)
  • Vascular Medicine (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

L'invention concerne les nouveaux produits de formule (I): dans laquelle (II) représente une liaison simple ou double; F représente un atome de fluor, Ra représente H, HaI, alcoxy, O-cycloalkyle, -O- hétérocycloalkyle; -NH-cycloalkyle, -NH-hétérocycloalkyle, hétéroaryle,phényle, NHCOaIk, NHCOcycloalk ou NR1 R2; X représente S, SO ou SO2, A représente NH ou S; W représente H, alkyle ou COR avec R représente cycloalkyle; alkyle éventuellement substitué par NR3R4, alcoxy, hydroxy, phényle, hétéroaryle, ou hétérocycloalkyle; alcoxy éventuellement substitué par NR3R4, càd un radical O-(CH2)n-NR3R4, un radical O-phényle ou O-(CH2)n-phényle, avec phényle éventuellement substitué et n= 1 à 4; ou le radical NR1 R2; R1 représente H ou al k et R2 représente H, cycloalkyle ou alkyle; R3 et R4 représentent H, alk, cycloalkyle, hétéroaryle ou phényle; R1, R2 et/ou R3,R4 forment avec N un cycle renfermant éventuellement O, S, N et/ou NH; tous hétérocycloalkyle, hétéroaryle et phényle et cycliques étant éventuellement substitués; ces produits étant sous toutes les formes isomères et les sels, à titre de médicaments notamment comme inhibiteurs de MET.The invention relates to novel products of formula (I): wherein (II) represents a single or double bond; F represents a fluorine atom, Ra represents H, Ha, alkoxy, O-cycloalkyl, -O-heterocycloalkyl; -NH-cycloalkyl, -NH-heterocycloalkyl, heteroaryl, phenyl, NHCOaIk, NHCOcycloalk or NR1 R2; X is S, SO or SO 2, A is NH or S; W is H, alkyl or COR with R is cycloalkyl; alkyl optionally substituted with NR3R4, alkoxy, hydroxy, phenyl, heteroaryl, or heterocycloalkyl; alkoxy optionally substituted with NR 3 R 4, ie O- (CH 2) n -NR 3 R 4, O-phenyl or O- (CH 2) n -phenyl, with optionally substituted phenyl and n = 1 to 4; or the radical NR1 R2; R1 is H or alk and R2 is H, cycloalkyl or alkyl; R3 and R4 are H, alk, cycloalkyl, heteroaryl or phenyl; R1, R2 and / or R3, R4 form with N a ring optionally containing O, S, N and / or NH; all heterocycloalkyl, heteroaryl and phenyl and cyclic being optionally substituted; these products being in all isomeric forms and salts, as medicaments especially as MET inhibitors.

MA34148A 2009-02-06 2010-02-04 Derivatives 6 - (substitute 6 - triazolopridzine - sulfanil 5) (A-fluoro-benzotiazole and 5-fluoro-benzimidazole: preparation and use as drugs and as inhibitors) MA33103B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0900514A FR2941952B1 (en) 2009-02-06 2009-02-06 6- (6-SUBSTITUTED-TRIAZOLOPYRIDAZINE-SULFANYL) DERIVATIVES 5-FLUORO-BENZOTHIAZOLES AND 5-FLUORO-BENZIMIDAZOLES: PREPARATION, APPLICATION AS MEDICAMENTS AND USE AS INHIBITORS OF MET.
PCT/FR2010/050180 WO2010089509A1 (en) 2009-02-06 2010-02-04 Derivatives of 6-(6-substituted-triazolopyridazine-sulfanyl) 5-fluoro-benzothiazoles and 5-fluoro-benzimidazoles, preparation thereof, use thereof as drugs, and use thereof as met inhibitors

Publications (1)

Publication Number Publication Date
MA33103B1 true MA33103B1 (en) 2012-03-01

Family

ID=40886775

Family Applications (1)

Application Number Title Priority Date Filing Date
MA34148A MA33103B1 (en) 2009-02-06 2010-02-04 Derivatives 6 - (substitute 6 - triazolopridzine - sulfanil 5) (A-fluoro-benzotiazole and 5-fluoro-benzimidazole: preparation and use as drugs and as inhibitors)

Country Status (19)

Country Link
US (1) US20120165326A1 (en)
EP (1) EP2393793A1 (en)
JP (1) JP2012517410A (en)
KR (1) KR20110126659A (en)
CN (1) CN102369191A (en)
AR (1) AR075251A1 (en)
AU (1) AU2010212234A1 (en)
BR (1) BRPI1008019A2 (en)
CA (1) CA2751474A1 (en)
CO (1) CO6420339A2 (en)
EA (1) EA201171012A1 (en)
FR (1) FR2941952B1 (en)
IL (1) IL214408A0 (en)
MA (1) MA33103B1 (en)
MX (1) MX2011008290A (en)
SG (1) SG173561A1 (en)
TW (1) TW201036977A (en)
UY (1) UY32422A (en)
WO (1) WO2010089509A1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2966151B1 (en) * 2010-10-14 2012-11-09 Sanofi Aventis 6- (ALKYL- OR CYCLOALKYL-TRIAZOLOPYRIDAZINE-SULFANYL) BENZOTHIAZOLES DERIVATIVES: PREPARATION, APPLICATION AS MEDICAMENTS AND USE AS MET INHIBITORS
EP2755976B1 (en) 2011-09-15 2018-07-18 Novartis AG 6-substituted 3-(quinolin-6-ylthio)-[1,2,4]triazolo[4,3-a]pyridines as c-met tyrosine kinase inhibitors
US11324729B2 (en) 2017-12-07 2022-05-10 The Regents Of The University Of Michigan NSD family inhibitors and methods of treatment therewith
AU2020242287A1 (en) 2019-03-21 2021-09-02 INSERM (Institut National de la Santé et de la Recherche Médicale) A Dbait molecule in combination with kinase inhibitor for the treatment of cancer
WO2021089791A1 (en) 2019-11-08 2021-05-14 INSERM (Institut National de la Santé et de la Recherche Médicale) Methods for the treatment of cancers that have acquired resistance to kinase inhibitors
WO2021148581A1 (en) 2020-01-22 2021-07-29 Onxeo Novel dbait molecule and its use

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1298125A1 (en) 2001-09-26 2003-04-02 Aventis Pharma S.A. Substituted benzimidazole compounds and their use for the treatment of cancer
BRPI0619252A2 (en) * 2005-11-30 2011-09-20 Vertex Pharma c-met inhibitors and their uses
ME02736B (en) * 2005-12-21 2017-10-20 Janssen Pharmaceutica Nv Triazolopyridazines as tyrosine kinase modulators
WO2007138472A2 (en) * 2006-05-30 2007-12-06 Pfizer Products Inc. Triazolopyridazine derivatives
PE20121506A1 (en) * 2006-07-14 2012-11-26 Amgen Inc TRIAZOLOPYRIDINE COMPOUNDS AS C-MET INHIBITORS
KR20090071612A (en) * 2006-10-23 2009-07-01 에스지엑스 파마슈티컬스, 인코포레이티드 Bicyclic triazoles as protein kinase modulators
PA8792501A1 (en) * 2007-08-09 2009-04-23 Sanofi Aventis NEW DERIVATIVES OF 6-TRIAZOLOPIRIDACINA-SULFANIL BENZOTIAZOL AND BENCIMIDAZOL, ITS PREPARATION PROCEDURE, ITS APPLICATION AS MEDICATIONS, PHARMACEUTICAL COMPOSITIONS AND NEW MAIN USE AS MET INHIBITORS.

Also Published As

Publication number Publication date
SG173561A1 (en) 2011-09-29
CO6420339A2 (en) 2012-04-16
TW201036977A (en) 2010-10-16
WO2010089509A1 (en) 2010-08-12
US20120165326A1 (en) 2012-06-28
IL214408A0 (en) 2011-09-27
FR2941952A1 (en) 2010-08-13
KR20110126659A (en) 2011-11-23
EA201171012A1 (en) 2012-03-30
FR2941952B1 (en) 2011-04-01
MX2011008290A (en) 2011-11-04
CA2751474A1 (en) 2010-08-12
AU2010212234A1 (en) 2011-08-25
JP2012517410A (en) 2012-08-02
EP2393793A1 (en) 2011-12-14
UY32422A (en) 2010-09-30
CN102369191A (en) 2012-03-07
BRPI1008019A2 (en) 2016-03-15
AR075251A1 (en) 2011-03-16

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